5-(2-bromoprop-2-en-1-yl)-5-[(2H5)prop-2-en-1-yl]-1,3-diazinane-2,4,6-trione

• ChemBase ID: 162703
• Molecular Formular: C10H11BrN2O3
• Molecular Mass: 287.10994
• Monoisotopic Mass: 285.99530422
• SMILES: C1(C(=O)NC(=O)NC1=O)(CC=C)CC(=C)Br
• Canonical SMILES: C=CCC1(CC(=C)Br)C(=O)NC(=O)NC1=O
• InChI: InChI=1S/C10H11BrN2O3/c1-3-4-10(5-6(2)11)7(14)12-9(16)13-8(10)15/h3H,1-2,4-5H2,(H2,12,13,14,15,16)
• InChIKey: DYODAJAEQDVYFX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2-bromoprop-2-en-1-yl)-5-[(^2H₅)prop-2-en-1-yl]-1,3-diazinane-2,4,6-trione
• IUPAC Traditional name: 5-(2-bromoprop-2-en-1-yl)-5-[(^2H₅)prop-2-en-1-yl]-1,3-diazinane-2,4,6-trione
• Synonyms: 5-(2-Bromo-2-propen-1-yl)-5-(2-propen-1-yl-d5)-2,4,6(1H,3H,5H)-pyrimidinetrione; 5-(2'-Bromallyl)-5-(allyl-d5)barbituric Acid; 5-(Allyl-d5)-5-(2-bromoallyl)barbituric Acid; (Allyl-d5)bromoallylbarbituric Acid; Brallobarbitone-d5; U. C. B. 5033-d5; Ucedorm-d5; Vesperone-d5; Brallobarbital-d5

Database IDs

• PubChem SID: 162256838
• PubChem CID: 71314198

CALCULATED PROPERTIES

• Acid pKa: 8.2279415
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.2430172
• LogD (pH = 7.4): 1.1843795
• Log P: 1.2438197
• Molar Refractivity: 61.2307 cm^3
• Polarizability: 23.374355 Å^3
• Polar Surface Area: 75.27 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B676752

Labelled Brallobarbital, a barbiturate derivative and the brominated analogue of Allobarbital (A544500). Brallobarbital has sedative and hypnotic properties and was used for the treatment of insomnia.Brallobarbital is a Controlled Substance.

REFERENCES

• Maurer, H.H.: J. Chrom Biomed. Appl., 530, 307 (1990)
• Wollheim, F.: Acta Pharmacol. Toxicol., 15, 1 (1990)
• Hermans, R.B. et al.: Pharmac. Week., 102, 1123 (1967):